Territory Account Executive, Retail - Alaska

WinsAbove; Alaska; On-site; USD 115,000 - 185,000; Full time

Benefits offered by this job

Equity

Uncapped commissions

Base salary + commission

Job summary

Toast is expanding from its POS platform into the Toast Retail platform, and we are seeking a Retail Account Executive to join a founding team guiding this new vertical. You will prospect, build relationships, and sign up new accounts across convenience stores, grocery stores, and bottle shops in the assigned U.S.

market. You will conduct demos, tailor solutions, and collaborate with teams to ensure delivery meets expectations.

Qualifications

• Entrepreneurial and feedback-driven mindset required.
• Strong communication, organizational, and presentation skills; able to sell at all decision levels.
• Proven track record of meeting and exceeding goals in a sales environment.
• Able to thrive in a fast-paced, entrepreneurial team and navigate ambiguity.

Responsibilities

• Use a consultative approach to prospect, build relationships, and sign up new convenience stores, grocery stores and bottle shops
• Generate lists of prospects and manage full sales cycle from initial call to close
• Conduct demos and tailor a solution to prospect needs
• Partner with cross-functional teams to ensure delivery meets sales expectations
• Leverage Salesforce to manage all sales activities
• Understand competitive landscape and position Toast in the market

Skills

Entrepreneurial mindset

Strong communication

Organizational skills

Presentation skills

Negotiation

Proven track record

Fast-paced environment

Self-motivated

Travel readiness

Sales mindset

Tools

Salesforce

Job description

After years of building an innovative POS platform for restaurateurs, Toast is expanding its offerings into other food‑and‑beverage concepts such as convenience stores, grocery stores, and bottle shops. This role will require a founder’s mindset as we grow Toast’s presence in this new vertical with a new offering: the Toast Retail platform.

As a Retail Account Executive, you will be part of a founding team that is transforming the way convenience stores, grocery stores, and bottle shops operate. Using a consultative approach, you will prospect, build relationships, and sign up new accounts. By understanding their unique needs, you will develop a customized solution that helps their business thrive. We need your passion, sales expertise, and entrepreneurial spirit to help us build the Toast brand in an assigned geographic territory.

A day in the life (Responsibilities)

• Use a consultative approach to prospect, build relationships, and sign up new convenience stores, grocery stores and bottle shops
• Generate lists of prospective convenience stores, grocery stores, and bottle shops and manage the entire sales cycle from initial call to close
• Conduct demos and develop a solution that best meets the prospect’s needs
• Partner with teams across the business to ensure that expectations set during the sales process are met in delivery
• Leverage Salesforce (our CRM) to manage all sales activities
• Understand the competitive landscape and determine how to best position Toast in the market

What you’ll need to thrive (Requirements)

• An entrepreneurial and feedback‑driven mindset
• Strong communication, organizational, and presentation skills with the ability to sell and negotiate at all decision‑making levels
• Proven track record of success in meeting and exceeding goals
• Ability to work in a fast‑paced, entrepreneurial and team environment
• Self‑motivated, creative, flexible, and willing to navigate ambiguity
• Lives in or in proximity to the assigned market and willingness to travel 25% or more

Nice to Have (Additional Qualifications)

• Retail operations experience

Compensation: $115,000 – $185,000 USD total targeted cash compensation includes base salary, commission, and bonus. The role qualifies for uncapped commissions. Additional benefits and equity may be available.

Toast is committed to creating an accessible and inclusive hiring process. As part of this commitment, we strive to provide reasonable accommodations for persons with disabilities to enable them to access the hiring process. If you need an accommodation to access the job application or interview process, please contact [e-mail].

For roles in the United States, it is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.